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Chemistry

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Also known as: 152-11-4, Verapamil hcl, Manidon, Cordilox, Calcan hydrochloride, Verelan
Molecular Formula
C27H39ClN2O4
Molecular Weight
491.1  g/mol
InChI Key
DOQPXTMNIUCOSY-UHFFFAOYSA-N
FDA UNII
V3888OEY5R

Verapamil Hydrochloride
A calcium channel blocker that is a class IV anti-arrhythmia agent.
1 2D Structure

Verapamil Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile;hydrochloride
2.1.2 InChI
InChI=1S/C27H38N2O4.ClH/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6;/h9-12,17-18,20H,8,13-16H2,1-7H3;1H
2.1.3 InChI Key
DOQPXTMNIUCOSY-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(C)C(CCCN(C)CCC1=CC(=C(C=C1)OC)OC)(C#N)C2=CC(=C(C=C2)OC)OC.Cl
2.2 Other Identifiers
2.2.1 UNII
V3888OEY5R
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Calan

2. Cordilox

3. Dexverapamil

4. Falicard

5. Finoptin

6. Hydrochloride, Verapamil

7. Iproveratril

8. Isoptin

9. Isoptine

10. Izoptin

11. Lekoptin

12. Verapamil

2.3.2 Depositor-Supplied Synonyms

1. 152-11-4

2. Verapamil Hcl

3. Manidon

4. Cordilox

5. Calcan Hydrochloride

6. Verelan

7. (+/-)-verapamil Hydrochloride

8. Cardibeltin

9. Isoptin

10. Calan

11. 23313-68-0

12. Verapamil (hydrochloride)

13. Cardiabeltin

14. Cardioprotect

15. Veroptinstada

16. Berkatens

17. Calaptin

18. Cardiagutt

19. Caveril

20. Civicor

21. Coraver

22. Corpamil

23. Dignover

24. Durasoptin

25. Geangin

26. Harteze

27. Hexasoptin

28. Hormitol

29. Ikapress

30. Inselon

31. Isoptino

32. Izoptin

33. Jenapamil

34. Lodixal

35. Magotiron

36. Praecicor

37. Robatelan

38. Vasomil

39. Vasopten

40. Verabeta

41. Veracor

42. Verahexal

43. Veraloc

44. Veramex

45. Veramil

46. Verapin

47. Verasal

48. Verasifar

49. Veratensin

50. Verdilac

51. Vetrimil

52. Akilen

53. Elthon

54. Flamon

55. Ikacor

56. Quasar

57. Univer

58. Univex

59. Vortac

60. Anpec

61. Ormil

62. Rapam

63. Verapamil Ebewe

64. Verapamil Riker

65. Verapamil Verla

66. Civicor Retard

67. Isoptin Retard

68. Manidon Retard

69. Vera-sanorania

70. Verapamil Acis

71. Verapamil Atid

72. Novo-veramil

73. Verapamil Basics

74. Verapamil Nordic

75. Verapamil-abz

76. Novapamyl Lp

77. Verapamil Al

78. Verapamil Nm

79. Verapamil Pb

80. Verapamil Sr

81. Verapamyl Hydrochloride

82. Apo-verap

83. Cordilox Sr

84. Dilacoran Hta

85. Veracaps Sr

86. Verapamil Msd

87. Arpamyl Lp

88. Hexasoptin Retard

89. Isoptin Sr

90. Nu-verap

91. Verapamil Henning

92. Verelan Sr

93. Covera-hs

94. Covera

95. Calan Sr

96. Verapamil Injection

97. Verapamil Nm Pharma

98. Calaptin 240 Sr

99. Verapress 240 Sr

100. Mfcd00055208

101. 5-((3,4-dimethoxyphenethyl)(methyl)amino)-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrile Hydrochloride

102. Nsc-272366

103. Nsc-657799

104. Mls000069485

105. V3888oey5r

106. Nsc657799

107. Lu-20175

108. Smr000059109

109. 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile Hydrochloride

110. 5-[n-(3,4-dimethoxyphenylethyl)methylamino]-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile Hydrochloride

111. ( Inverted Exclamation Marka)-verapamil Hydrochlorid

112. Verapamil Chloridrate

113. D-365 Hydrochloride

114. Iproveratril Hydrochloride

115. 2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile;hydrochloride

116. 5-[(3,4-dimethoxyphenethyl)methylamino]-2-(3,4-dimethoxy Phenyl)-2-isopropylvaleronitrile Hydrochloride

117. Nsc272366

118. Sr-01000000050

119. Einecs 205-800-5

120. Nsc 272366

121. Unii-v3888oey5r

122. Lu 20175

123. C27h38n2o4.hcl

124. Verapamil, Hcl

125. Verapamil-d7 Hcl

126. Prestwick_440

127. Vasolan (tn)

128. Verelan (tn)

129. Covera-hs (tn)

130. Calan (tn)

131. Isotopin Hydrochloride

132. Verapamil Hydrochloride [usan:usp:jan]

133. Verapamili Hydrochloridum

134. Opera_id_1210

135. ()-verapamil Hydrochlorid

136. Cas-152-11-4

137. (y)-verapamil Hydrochloride

138. (?)-verapamil Hydrochloride

139. Chembl1280

140. Dsstox_cid_14095

141. Dsstox_rid_79114

142. Verapamil Hydrochloride,(s)

143. Dsstox_gsid_34095

144. Schembl33296

145. 5-((3,4-dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile Monohydrochloride

146. Benzeneacetonitrile, Alpha-(3-((2-(3,4-dimethoxyphenyl)ethyl)methylamino)propyl)-3,4-dimethoxy-alpha-(1-methylethyl)-, Monohydrochloride

147. Mls001055442

148. Mls002222213

149. (+-)-verapamil Hydrochloride

150. Spectrum2300307

151. Dtxsid2034095

152. Hms1568m04

153. Hms1922j16

154. Pharmakon1600-02300307

155. Bcp06465

156. Hy-a0064

157. Tox21_201180

158. Tox21_501237

159. Verapamil Hydrochloride [mi]

160. Ccg-39491

161. Nsc759589

162. S4202

163. Verapamil Hydrochloride (jp17/usp)

164. Verapamil Hydrochloride [jan]

165. Verapamil Hydrochloride [hsdb]

166. Verapamil Hydrochloride [usan]

167. Akos005267117

168. Ac-8483

169. Cs-1685

170. Lp01237

171. Nsc-759589

172. Verapamil Hydrochloride [mart.]

173. Verapamil Hydrochloride [vandf]

174. Verapamil Hydrochloride [usp-rs]

175. Verapamil Hydrochloride [who-dd]

176. Verapamil Hydrochloride [who-ip]

177. Ncgc00024710-03

178. Ncgc00094479-01

179. Ncgc00094479-02

180. Ncgc00094479-03

181. Ncgc00094479-04

182. Ncgc00094479-05

183. Ncgc00258732-01

184. Ncgc00261922-01

185. (+-)-5-((3,4-dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile Monohydrochloride

186. 2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile Hydrochloride

187. 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl]methylamino}-2-(methy Lethyl)pentanenitrile, Chloride

188. Ac-16228

189. As-16018

190. Benzeneacetonitrile, Alpha-(3-((2-(3,4-dimethoxyphenyl)ethyl)methylamino)propyl)-3,4-dimethoxy-alpha-(1-methylethyl)-, Monohydrochloride, (+-)-

191. Bv164516

192. Sy073165

193. Valeronitrile, 5-((3,4-dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropyl-, Monohydrochloride

194. Eu-0101237

195. Ft-0603360

196. Ft-0630593

197. Ft-0655647

198. Ft-0675800

199. Sw196662-4

200. V0118

201. Verapamil Hydrochloride [ep Impurity]

202. Verapamil Hydrochloride [orange Book]

203. Tarka Component Verapamil Hydrochloride

204. Verapamil Hydrochloride [ep Monograph]

205. D00619

206. D78147

207. D88195

208. V 4629

209. Verapamil Hydrochloride [usp Monograph]

210. ( Inverted Question Mark)-verapamil Hydrochloride

211. Verapamil Hydrochloride Component Of Tarka

212. Verapamili Hydrochloridum [who-ip Latin]

213. 152v114

214. A816666

215. Q-201923

216. Sr-01000000050-2

217. Sr-01000000050-4

218. (+/-)-verapamil, Hydrochloride - Cas 152-11-4

219. Q27291481

220. Sr-01000000050-11

221. Z2210978706

222. (+/-)-verapamil Hydrochloride, >=99% (titration), Powder

223. Verapamil Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

224. Verapamil Hydrochloride, European Pharmacopoeia (ep) Reference Standard

225. Verapamil Hydrochloride, United States Pharmacopeia (usp) Reference Standard

226. (+/-)-5-((3,4-dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile Monohydrochloride

227. (+/-)-verapamil Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

228. 2-(3,4-dimethoxyphenyl)-5-[[2-(3,4-dimethoxyphenyl)-ethyl](methyl)amino]-2-isopropylpentanenitrile Hydrochloride

229. 2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methyl-amino]-2-propan-2-yl-pentanenitrile Hydrochloride

230. 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-isopropylpentanenitrile Hydrochloride

231. 5-((3,4-dimethoxyphenethyl)(methyl)amino)-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrilehydrochloride

232. 5-[(3,4-dimethoxyphenethyl)methylamino]-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile Hydrochloride

233. Alpha-[3-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-alpha-(1-methylethyl) Benzeneacetonitrile Hydrochloride

234. Alpha-[3-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-alpha-(1-methylethyl)benzeneacetonitrile Hydrochloride (1:1)

235. Benzeneacetonitrile, .alpha.-(3-((2-(3,4-dimethoxyphenyl)ethyl)methylamino)propyl)-3,4-dimethoxy-.alpha.-(1-methylethyl)-, Monohydrochloride, (+/-)-

236. Benzeneacetonitrile,4-dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-.alpha.-(1-methylethyl)-, Monohydrochloride

237. Verapamil Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 491.1 g/mol
Molecular Formula C27H39ClN2O4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count13
Exact Mass490.2598354 g/mol
Monoisotopic Mass490.2598354 g/mol
Topological Polar Surface Area64 Ų
Heavy Atom Count34
Formal Charge0
Complexity606
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameVerapamil hydrochloride
Drug LabelVerelan (verapamil hydrochloride capsules) is a calcium ion influx inhibitor (slow channel blocker or calcium ion antagonist). Verelan is available for oral administration as a 360 mg hard gelatin capsule (lavender cap/yellow body), a 240 mg hard g...
Active IngredientVerapamil hydrochloride
Dosage FormTablet, extended release; Tablet; Injectable; Capsule, extended release
RouteInjection; Oral
Strength180mg; 200mg; 2.5mg/ml; 120mg; 300mg; 100mg; 80mg; 40mg; 240mg
Market StatusPrescription
CompanyHospira; Apotex; Sun Pharm Inds; Par Pharm; Watson Labs; Glenmark Generics; Ivax Sub Teva Pharms; Mylan; Heritage Pharms

2 of 2  
Drug NameVerapamil hydrochloride
Drug LabelVerelan (verapamil hydrochloride capsules) is a calcium ion influx inhibitor (slow channel blocker or calcium ion antagonist). Verelan is available for oral administration as a 360 mg hard gelatin capsule (lavender cap/yellow body), a 240 mg hard g...
Active IngredientVerapamil hydrochloride
Dosage FormTablet, extended release; Tablet; Injectable; Capsule, extended release
RouteInjection; Oral
Strength180mg; 200mg; 2.5mg/ml; 120mg; 300mg; 100mg; 80mg; 40mg; 240mg
Market StatusPrescription
CompanyHospira; Apotex; Sun Pharm Inds; Par Pharm; Watson Labs; Glenmark Generics; Ivax Sub Teva Pharms; Mylan; Heritage Pharms

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Calcium Channel Blockers

A class of drugs that act by selective inhibition of calcium influx through cellular membranes. (See all compounds classified as Calcium Channel Blockers.)


Anti-Arrhythmia Agents

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)


Vasodilator Agents

Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Calcium Channel Blocker [EPC]; Cytochrome P450 3A Inhibitors [MoA]; Cytochrome P450 3A4 Inhibitors [MoA]; P-Glycoprotein Inhibitors [MoA]; Calcium Channel Antagonists [MoA]

API Reference Price

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06-Jan-2021
20-Aug-2024
KGS
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Average Price (USD/KGS)

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Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

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DRUG PRODUCT COMPOSITIONS

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DOSAGE - TABLET;ORAL - 120MG **Federal Regist...DOSAGE - TABLET;ORAL - 120MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 18817

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DOSAGE - TABLET;ORAL - 80MG **Federal Registe...DOSAGE - TABLET;ORAL - 80MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 18817

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 120M...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 120MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 19152

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 180M...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 180MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 19152

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 240M...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 240MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 19152

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 120...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 120MG

USFDA APPLICATION NUMBER - 19614

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 180...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 180MG

USFDA APPLICATION NUMBER - 19614

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 240...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 240MG

USFDA APPLICATION NUMBER - 19614

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 360...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 360MG

USFDA APPLICATION NUMBER - 19614

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 100...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 100MG

USFDA APPLICATION NUMBER - 20943

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 200...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 200MG

USFDA APPLICATION NUMBER - 20943

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 300...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 300MG

USFDA APPLICATION NUMBER - 20943

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